Round: 27 Ground: Hardcourt indoor
| Challenger Champaign | 2016/11/16 19:20 | Liam Broady v Baker, Brian | 4-6,1-6 |
| Challenger Champaign | 2016/11/15 17:55 | Quigley, Eric v Baker, Brian | 7-6,2-6,6-7 |
| Challenger Knoxville | 2016/11/09 18:05 | Baker, Brian v Krajicek, Austin | 6-4,2-6,6-7 |
| Challenger Charlottesville | 2016/11/03 16:00 | Smyczek, Tim v Baker, Brian | 7-5,6-4 |
| Challenger Charlottesville | 2016/11/01 14:00 | Baker, Brian v van Rijthoven, Tim | 6-4,6-2 |
| Challenger Fairfield | 2016/10/13 19:00 | Baker, Brian v Giraldo, Santiago | 4-6,7-5,4-6 |
| Challenger Fairfield | 2016/10/11 23:00 | Mackenzie McDonald v Baker, Brian | 3-6,4-6 |
| Challenger Stockton | 2016/10/05 18:40 | Denis Kudla v Baker, Brian | 5-7,6-4,7-5 |
| Challenger Champaign | 2016/11/16 16:00 | Mitchell Krueger v Bemelmans, Ruben | 6-7,2-6 |
| Challenger Champaign | 2016/11/15 21:50 | Cameron Norrie v Bemelmans, Ruben | 4-6,3-6 |
| Challenger Knoxville | 2016/11/11 17:40 | Donaldson, Jared v Bemelmans, Ruben | 6-3,5-7,6-4 |
| Challenger Knoxville | 2016/11/10 15:00 | Bemelmans, Ruben v Noah Rubin | 6-4,6-4 |
| Challenger Knoxville | 2016/11/09 16:40 | Bemelmans, Ruben v Joris De Loore | 5-7,7-6,6-4 |
| Challenger Charlottesville | 2016/11/06 19:20 | Opelka, Reilly v Bemelmans, Ruben | 6-4,2-6,7-6 |
| Challenger Charlottesville | 2016/11/05 19:40 | Bemelmans, Ruben v Henri Laaksonen | 4-6,6-4,7-6 |
| Challenger Charlottesville | 2016/11/04 23:05 | Smyczek, Tim v Bemelmans, Ruben | 2-6,4-6 |